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[ CAS No. 27913-98-0 ] {[proInfo.proName]}

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Chemical Structure| 27913-98-0
Chemical Structure| 27913-98-0
Structure of 27913-98-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 27913-98-0 ]

CAS No. :27913-98-0 MDL No. :MFCD05864662
Formula : C11H14N2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 190.24 Pubchem ID :-
Synonyms :

Safety of [ 27913-98-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H317-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 27913-98-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 27913-98-0 ]

[ 27913-98-0 ] Synthesis Path-Downstream   1~8

  • 2
  • [ 197638-83-8 ]
  • [ 27913-98-0 ]
  • 3
  • [ 27913-98-0 ]
  • [ 5654-97-7 ]
  • C18H18N4O [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium ethanolate; In ethanol; at 20℃; General procedure: Intermediate 4 (1.0 equiv) was added to a stirred solution of indolin-2-one or <strong>[5654-97-7]7-azaoxindole</strong> (1.0 equiv) in absolute ethanol. After stirring at room temperature for 5 min, NaOEt/EtOH (0.5mL) was added, and then the mixture was stirred at room temperature overnight. The solvent was then removed under vacuum. The residue was washed with saturated sodium chloride solution and filtrated. The solid part was purified by chromatography over silica gel using ethyl acetate/methanol as the eluent to generate intermediates 5 and 6.
  • 4
  • [ 27913-98-0 ]
  • [ 3119-93-5 ]
  • 3‐ethyl‐2‐{2‐[4‐(piperazin‐1‐yl)phenyl]ethenyl}‐1,3‐benzothiazol‐3‐ium iodide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With piperidine In ethanol for 12h; Reflux; 2.1. Synthesis of compound 3 Compound 1 and 2 were synthesized according to the literature [30,31]. Compound 1 (305mg, 1mmol) was dissolved in ethanol (15mL), and compound 2 (190mg, 1mmol) and three drops of piperidine were added. After heating and reuxing for 12h, the solvent was removed under reduced pressure. A deep red solid was obtained, which was used for the next step without further purication.
  • 5
  • [ 27913-98-0 ]
  • [ 779-27-1 ]
  • C21H18N2O5 [ No CAS ]
  • 6
  • [ 27913-98-0 ]
  • [ 24424-99-5 ]
  • [ 197638-83-8 ]
YieldReaction ConditionsOperation in experiment
92% Step 1 To a solution of 4-(piperazin-1-yl)benzaldehyde (450.0 mg, 2.37 mmol) in THF (6 mL) and CH2Cl2 (6 mL), di-tert-butyl dicarbonate (650 mg, 2.98 mmol) was added. After purging with N2, the reaction was stirred at room temp for 16 h. The reaction was quenched with 50 mL sat. NH4C1 solution and extracted with 50 mL CH2Cl2 (3 times). The organic layers were combined, dried (Na2SO4), vacuum filtered, and evaporated under vacuum. The crude product was dissolved in CH2Cl2 and adsorbed on silica gel. Purification by chromatography (0-100% EtOAc-hexanes) afforded tert-butyl 4-(4-formylphenyl)piperazine-1-carboxylate (632.6 mg, 92% yield).
  • 7
  • [ 27913-98-0 ]
  • [ 672-89-9 ]
  • (E)-4-methoxy-6-(4-(piperazin-1-yl)styryl)-2H-pyran-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% With magnesium methanolate In methanol for 20h; Reflux; Inert atmosphere; General Procedure for Preparation of Kavalactone Analogues 1-19. General procedure: Kavalactone analogues were prepared according to the previously reported method [24]. Amixture of 4-methoxy-6-methyl-pyran-2-one (25 mg, 0.178 mmol) and appropriate aldehyde (0.178mmol) in dimethoxymagnesium solution (60% in 2 mL methanol) was heated to reflux under anitrogen atmosphere for 20 h. After the reaction was completed, the mixture was concentrated underreduced pressure. The crude product was purified by flash column-chromatography (0%-40%EtOAc/cHexane) to give the title compound.
  • 8
  • [ 27913-98-0 ]
  • [ 38609-97-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
86% Stage #1: 10-(carboxymethyl)-9(10H)acridone With 1,1 ‘-carbonyldiimidazole In dichloromethane at 80℃; for 0.333333h; Stage #2: 4-(piperazin-1-yl)benzaldehyde In dichloromethane at 55℃; for 1h; 2.2.1. Synthesis of intermediate AP Dissolve acridone acetic acid (0.3796 g, 1.5 mmol) in 20 mL DMF,and then add CDI (0.4862 g, 3.0 mmol) in batches.The mixture wasstirred at 80 C for 20 min. Then 4-piperazine-1-benzaldehyde (0.5703,3.0 mmol) was added to the mixture cooled to 55 C, and stirring wascontinued for 1 h. The progress of the reaction is continuously monitoredby TLC. After the reaction is complete, pour the reaction solutioninto 200 mL of distilled water, and filter out the precipitated product.Subsequently, the product was washed with water and dried in a vacuumdrying oven for 24 h, and finally a white solid AP (0.5485 g, yield86 %) was obtained.1H NMR (500 MHz, DMSO) 9.76 (s, 1H), 8.35 (d, J = 7.8 Hz, 2H), 7.78 (d, J = 7.7 Hz, 4H), 7.61 (d, J = 8.6 Hz, 2H), 7.34 (t,J = 7.2 Hz, 2H), 7.13 (d, J = 8.2 Hz, 2H), 5.57 (s, 2H), 3.94 (s, 2H), 3.70(d, J = 27.8 Hz, 4H), 3.54 (s, 2H).13C NMR (125 MHz, DMSO) 190.82,165.60, 154.80, 142.97, 134.45, 132.04, 126.91, 122.02, 121.82,116.71, 113.81, 47.92, 46.68, 44.09, 41.49. ESI-HRMS: molecularweight for C26H23N3O3, 425.1739; found [M + H]+ at m/z 426.1789.(HRMS and NMR spectra are shown in Figs. S1-S3).
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